N-Methyl-4-diazanylsulfabenzamide

Base Information

• Chemical Name: N-Methyl-4-diazanylsulfabenzamide
• CAS No.: 88933-16-8
• Molecular Formula: C₈H₁₃N₃O₂S*ClH
• Molecular Weight: 251.737
• Mol file: 88933-16-8.mol

Synonyms:Benzenemethanesulfonamide,4-hydrazino-N-methyl-, monohydrochloride (9CI);4-Hydrazino-N-methylbenzenemethanesulfonamidehydrochloride;

Chemical Property of N-Methyl-4-diazanylsulfabenzamide

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 1.85E-08mmHg at 25°C
• Melting Point: 170-173 °C
• Boiling Point: 427.4 °C at 760 mmHg
• Flash Point: 212.3 °C
• PSA: 92.60000
• Density: 1.356 g/cm³
• LogP: 3.06840
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated), Water (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

4-Hydrazino-N-methyl benzene methanesulfonamide, hydrochloride salt 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Hydrazino-N-methylbenzenemethanesulfonamide is an intermediate for preparation of Sumatriptan (S810000).

Technology Process of N-Methyl-4-diazanylsulfabenzamide

There total 2 articles about N-Methyl-4-diazanylsulfabenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

→ 4-Hydrazino-N-methylbenzenemethanesulphonamide hydrochloride (88933-16-8)

Guidance literature:

Reference yield:

1-(4-aminophenyl)-N-methylmethanesulfonamide (109903-35-7) → 4-Hydrazino-N-methylbenzenemethanesulphonamide hydrochloride (88933-16-8)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; sodium nitrite; Yield given. Multistep reaction; 1.) H₂O, 70 deg C, 2.) H₂O, -20 deg C, 1.5 h;

DOI:10.1021/jo971368q

Reference yield:

4-Hydrazino-N-methylbenzenemethanesulphonamide hydrochloride (88933-16-8) → avitriptan (151140-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaOH, 2.) H₃PO₄ / 1.) EtOH, H₂O, pH 3.5, 60 deg C, 3 h, 2.) DCE, reflux, 1.5 h

2: 6.05 g / DMAP / pyridine / 1 h / 0 - 5 °C

3: iPr₂NEt / acetone / 2.5 h / Heating

With dmap; sodium hydroxide; phosphoric acid; N-ethyl-N,N-diisopropylamine; In pyridine; acetone;

DOI:10.1021/jo971368q

upstream raw materials:

1-(4-aminophenyl)-N-methylmethanesulfonamide

Downstream raw materials:

avitriptan

Refernces

• 1、 -. "PREPARATION AND UTILITY OF SUBSTITUTED INDOLES". Page/Page column 35. . Retrieved 2008/06/13.
• 2、 Brodfuehrer,Chen,Sattelberg T.R.,Smith,Reddy,Stark,Quinlan,Reid. "An efficient Fischer indole synthesis of avitriptan, a potent 5-HT(1D) receptor agonist". . p. 9192 - 9202. Retrieved 2007/10/03.